Holiday Homes in Westbrook

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Westbrook holiday homes

Sleeps 16+ | W/D | Parking | 15 mins to Old Port

Sleeps 16+ | W/D | Parking | 15 mins to Old Port
Westbrook
The price is €800
includes taxes & fees
1 Mar - 2 Mar
Sleeps 16+ | W/D | Parking | 15 mins to Old Port

3BR Coastal Gem with a 5 Min Drive to Ocean Fun

3BR Coastal Gem with a 5 Min Drive to Ocean Fun
Old Orchard Beach
10.0 out of 10, Exceptional, (6 reviews)
"I loved that the hosts live nearby and responded quickly when we needed anything. Having a washer and dryer onsite is great for longer stays. Beds were comfortable and plenty of blankets and pillows. Highly recommend this property."
United States
Terry
The price is €302
includes taxes & fees
19 Feb - 20 Feb
3BR Coastal Gem with a 5 Min Drive to Ocean Fun

Full sized home

Full sized home
Harpswell
9.8 out of 10, Exceptional, (50 reviews)
"Super clean and lovely place to stay! Highly recommend!"
United States
Evan B.
The price is €286
includes taxes & fees
18 Feb - 19 Feb
Full sized home

Modern Getaway by the Sea

Modern Getaway by the Sea
South Portland
10.0 out of 10, Exceptional, (2 reviews)
"Had a nice stay! House was great."
United States
Karen T.
The price is €323
includes taxes & fees
16 Mar - 17 Mar
Modern Getaway by the Sea

Modern & Sunny House Steps from the Promenade. Private Parking!

Modern & Sunny House Steps from the Promenade. Private Parking!
Munjoy Hill
10.0 out of 10, Exceptional, (38 reviews)
"Perfect stay for a quick trip to Portland! "
United States
stacey p.
The price is €309
includes taxes & fees
19 Feb - 20 Feb
Modern & Sunny House Steps from the Promenade. Private Parking!

Exceptional Private Lakefront Retreat | Hot Tub, Sauna, Private Dock and Floats

Exceptional Private Lakefront Retreat | Hot Tub, Sauna, Private Dock and Floats
Casco
10.0 out of 10, Exceptional, (14 reviews)
"Our stay at this vacation home was wonderful! We had the best time relaxing and enjoying the fall weather. The property manager was responsive and helpful upon check in and check out. We will most definitely be staying there again!"
United States
Michie K.
The price is €546
includes taxes & fees
2 Mar - 3 Mar
Exceptional Private Lakefront Retreat | Hot Tub, Sauna, Private Dock and Floats

1200 sq ft ♦ West End Townhouse ♦ Perfect Location

1200 sq ft ♦ West End Townhouse ♦ Perfect Location
West End
8.4 out of 10, Very good, (58 reviews)
"Quiet, close to everything and east to find."
United States
Jesse M.
The price is €256
includes taxes & fees
16 Mar - 17 Mar
1200 sq ft ♦ West End Townhouse ♦ Perfect Location

Charming Victorian beach house 5 bedrooms. 50 steps to the beach

Charming Victorian beach house 5 bedrooms. 50 steps to the beach
Old Orchard Beach
9.6 out of 10, Exceptional, (18 reviews)
"We had a great time and it’s an awesome place. Can’t wait to rebook for next year. "
United States
Robert D.
Charming Victorian beach house 5 bedrooms. 50 steps to the beach

Charming 1-bedroom ADU in wonderful Portland neighborhood

Charming 1-bedroom ADU in wonderful Portland neighborhood
Back Cove
The price is €239
includes taxes & fees
18 Feb - 19 Feb
Charming 1-bedroom ADU in wonderful Portland neighborhood

Beach House ∆ Prime Location ∆ Steps to the Ocean

Beach House ∆ Prime Location ∆ Steps to the Ocean
Old Orchard Beach
10.0 out of 10, Exceptional, (56 reviews)
"House was very nice, plenty of room, and accommodating."
United States
Joey S.
The price is €411
includes taxes & fees
19 Feb - 20 Feb
Beach House ∆ Prime Location ∆ Steps to the Ocean

The Barnhouse with hot tub

The Barnhouse with hot tub
New Gloucester
9.8 out of 10, Exceptional, (6 reviews)
"This was the perfect spot for my friends and I who were attending a wedding down the road! Great location, lovely property and very clear instructions from the hosts! "
United States
Jen V.
The price is €257
includes taxes & fees
18 Feb - 19 Feb
The Barnhouse with hot tub

A historic treasure in Southern Maine, very unique and spacious

A historic treasure in Southern Maine, very unique and spacious
Biddeford
10.0 out of 10, Exceptional, (44 reviews)
"Loved this house. Perfect for a getting ready spot for family before a wedding. Plently of rooms and space for parking "
United States
Jeanne C.
The price is €847
includes taxes & fees
18 Feb - 19 Feb
A historic treasure in Southern Maine, very unique and spacious

Modern Cottage with Peeks of Ocean Views

Modern Cottage with Peeks of Ocean Views
Cape Elizabeth
10.0 out of 10, Exceptional, (1 review)
"Very cute property, perfect location! Had every amenity we could possibly need. The home was decorated so cutely and the shower was AMAZING! I’m coming back just for the shower! "
United States
Christina S.
The price is €374
includes taxes & fees
18 Feb - 19 Feb
Modern Cottage with Peeks of Ocean Views

Windham Lakefront: Fire Pit and Modern Comforts

Windham Lakefront: Fire Pit and Modern Comforts
Windham
The price is €551
includes taxes & fees
18 Feb - 19 Feb
Windham Lakefront: Fire Pit and Modern Comforts

Spacious Home Close to Beaches! 3BR, Dog & Family Friendly, 30 Mins to Portland

Spacious Home Close to Beaches! 3BR, Dog & Family Friendly, 30 Mins to Portland
Biddeford
10.0 out of 10, Exceptional, (9 reviews)
"We have stayed three times and will be back"
United States
Michael W.
The price is €536
includes taxes & fees
18 Feb - 19 Feb
Spacious Home Close to Beaches! 3BR, Dog & Family Friendly, 30 Mins to Portland

Huge Historic Downtown Townhome

Huge Historic Downtown Townhome
West End
9.8 out of 10, Exceptional, (8 reviews)
"The house is so charming and in an excellent location! It is walking distance to many options, on a quiet, beautiful street with comfortable beds and a well appointed kitchen. Easy booking and communication throughout! "
United States
Siobhain C.
The price is €400
includes taxes & fees
11 Mar - 12 Mar
Huge Historic Downtown Townhome

Spacious Country Home Freeport, Only 5 min to LL Bean!

Spacious Country Home Freeport, Only 5 min to LL Bean!
Freeport
9.8 out of 10, Exceptional, (16 reviews)
"It was a very relaxing house to stay in. Everything was provided in the kitchen, bathroom and bedrooms. Lots of room for all of us to mingle. "
United States
Carla S.
Spacious Country Home Freeport, Only 5 min to LL Bean!

On Par for the Beach

On Par for the Beach
Old Orchard Beach
10.0 out of 10, Exceptional, (7 reviews)
"We visited with grandparents-toddlers and had a great stay. Walkable to the golfcourse/restaurant and only 5-10 minute drive to the beach and downtown boardwalk. Beautiful home and bedrooms, very clean and well kept. Easy process and will definitely stay again!"
United States
Rachel C.
On Par for the Beach

Spacious Craftsman w/ Casco Bay Views. Hot Tub, Patio, Easy Access to Old Port

Spacious Craftsman w/ Casco Bay Views. Hot Tub, Patio, Easy Access to Old Port
East Deering
10.0 out of 10, Exceptional, (67 reviews)
"Yes, the host was very welcoming. Just a great place overall!"
United States
Anonymous traveller
The price is €882
includes taxes & fees
25 Feb - 26 Feb
Spacious Craftsman w/ Casco Bay Views. Hot Tub, Patio, Easy Access to Old Port

Spacious 5BR Family Dream with Private Beach Access

Spacious 5BR Family Dream with Private Beach Access
Old Orchard Beach
9.0 out of 10, Wonderful, (4 reviews)
"Had a great stay. Plenty of amenities that made it nice since it's the winter months. "
United States
Bradford P.
The price is €438
includes taxes & fees
18 Feb - 19 Feb
Spacious 5BR Family Dream with Private Beach Access
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Save an average of 15% on thousands of hotels when you're signed in

Top Westbrook Hotel Reviews

Find out more about Westbrook

Westbrook Holiday Homes information

Number of reviews
400
Accommodation
799 Holiday Homes
Lowest Price
€239
Highest Price
€882